Journal of Organic Chemistry p. 984 - 988 (1982)
Update date:2022-08-03
Topics:
Driessen, P. B. J.
Hogeveen, H.
Kruchten, E. M. G. A. van
The synthesis of 1,4-tetramethylene(Dewar benzene) (2, a <4.2.2>propellane) and its conversion to the <4.3.2>propellanes 3 and 10 are described.Reaction of alcohol 10 with FSO3H/SO2ClF at low temperature (-135 deg C) yielded tricyclic cation 12, which rearranged at -75 deg C to a mixture of three isomeric cations.The structures and rearrangements of the cations were studied with 1H and 13C NMR spectroscopy and deuterium labeling.
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